Reversible cycloelimination and disproportionation reactions in aliphatic amine oxide-N, N-dimethylhydroxylamine-olefin systems
RG Laughlin
Index: Laughlin,R.G. Journal of the American Chemical Society, 1973 , vol. 95, p. 3295 - 3299
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Citation Number: 25
Abstract
Abstract: The thermal decomposition of dimethyldodecylamine oxide at 125" in a sealed system produces 2-methyl-5-decylisoxazolidine (plus some olefin) and dimethyldodecylamine, rather than normal cycloelimination products. The anomalous products are suggested to result from a facile oxidation of N, N-dimethylhydroxylamine (DMHA) by tertiary amine oxide to N-methylnitrone, which is then trapped by olefin. The ...
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